Is parking easy in Chester, MD?

As of early 2026, 88% of users say parking is easy

Is a car needed in Chester, MD?

As of early 2026, 88% of users say car is needed

Would people walk alone at night in Chester, MD?

As of early 2026, 86% of users say people would walk alone at night

Is Chester, MD dog-friendly?

As of early 2026, 83% of users say it's dog friendly

Is Chester, MD quiet?

As of early 2026, 83% of users say it's quiet

Does Chester, MD show holiday spirit?

As of early 2026, 80% of users say there's holiday spirit

Are neighbors friendly in Chester, MD?

As of early 2026, 65% of users say neighbors are friendly

Do kids play outside in Chester, MD?

As of early 2026, 64% of users say kids play outside

Is there wildlife in Chester, MD?

As of early 2026, 64% of users say there's wildlife

Are yards well-kept in Chester, MD?

As of early 2026, 57% of users say yards are well-kept

Does Chester, MD have sidewalks?

As of early 2026, 53% of users say there are sidewalks

Do residents of Chester, MD plan to stay at least 5 years?

As of early 2026, 49% of users say they plan to stay for at least 5 years

Are there community events in Chester, MD?

As of early 2026, 48% of users say there are community events

Are the streets well-lit in Chester, MD?

As of early 2026, 44% of users say streets are well-lit

Is Chester, MD walkable to restaurants?

As of early 2026, 41% of users say it's walkable to restaurants

Is Chester, MD walkable to grocery stores?

As of early 2026, 17% of users say it's walkable to grocery stores

OFF MARKET

101 Brown Rd
Chester, MD 21619

5 Beds
3.5 Baths
2,900 sqft (on 0.37 acres)

$691,500

Trulia Estimate

as of Jul 20, 2026

Est. Refi. Payment $3,965/mo*

Refinance Your Home

$691,500

Trulia Estimate

as of Jul 20, 2026

Est. Refi. Payment $3,965/mo*

Refinance Your Home

5 Beds

3.5 Baths

2,900 sqft

(on 0.37 acres)

Local Information

Map ViewExplore the area around 101 Brown Rd.
Schools1 Preschool School2 Elementary Schools1 Middle School1 High School
Shop & Eat

-- mins to

Commute Destination

Description

This single-family home is located at 101 Brown Rd, Chester, MD. 101 Brown Rd is in Chester, MD and in ZIP code 21619. This property has 5 bedrooms, 4 bathrooms and approximately 2,900 sqft of floor space. This property has a lot size of 0.37 acres and was built in 2005.

101 Brown Rd, Chester, MD 21619 is a 5 bedroom, 4 bathroom, 2,900 sqft single-family home built in 2005. It last sold for $353,000 on Apr 13, 2017. It is currently off market. The Trulia Estimate is $691,500, with a rent estimate of $4,092/month.

Home Highlights

Parking

Garage

Outdoor

Porch, Patio, Deck

A/C

Heating & Cooling

HOA

None

Price/Sqft

No Info

Listed

Less than a day ago

Home Details for 101 Brown Rd

Interior Features
Heating & Cooling Heating: Heat Pump, ElectricAir ConditioningCooling System: CentralHeating Fuel: Heat Pump
Levels, Entrance, & Accessibility Stories: 2Floors: Tile, Other, Carpet, Hardwood
Interior Details AtticTypes of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Laundry Room, Master Bath, Mud Room, Office, Recreation Room, Workshop, Sun RoomCeiling Fan
Appliances & Utilities Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa FireplaceHot Tub or Spa

Exterior Features
Exterior Home Features Roof: Other, Shake ShingleDeckExterior: CompositionGardenLawnPatioPorch
Parking & Garage GarageParking Spaces: 10Parking: Garage Attached

Property Information
Year Built Year Built: 2005
Property Type / Style Property Type: Single Family HomeArchitecture: Conventional

Community
Units in Building: 1

Lot Information
Lot Area: 0.37 acres

Building
Pool Sauna

Price History for 101 Brown Rd

Date	Price	Event	Source
04/13/2017	$353,000	Sold	N/A
Recording Date 04/13/2017 Contract Date 02/14/2017 County Transfer Tax N/A Total Transfer Tax N/A
08/09/2016	$350,000	ListingRemoved	Agent Provided

07/30/2016	$350,000	Pending	Agent Provided

07/21/2016	$350,000	Listed For Sale	Agent Provided

03/23/2016	$399,000	ListingRemoved	Agent Provided

01/10/2016	$399,000	PriceChange	Agent Provided
Price Change $16,000 (-4%)
01/05/2016	$415,000	PriceChange	Agent Provided
Price Change $20,000 (5%)
09/04/2015	$395,000	Pending	Agent Provided

08/12/2015	$395,000	Listed For Sale	Agent Provided

01/06/2006	$534,000	Sold	N/A
Recording Date 01/06/2006 County Transfer Tax N/A Total Transfer Tax N/A
06/30/2005	$185,000	Sold	N/A
Recording Date 06/30/2005 County Transfer Tax N/A Total Transfer Tax N/A

Market trends in Chester

Last updated June 2026

Avg. sale price

—

Sale-to-List Price

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Price per sq ft

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Available listings

1MoM

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Property Tax and Assessment

Year	2025
Tax	$4,983
Assessment	$528,933

Home facts updated by county records

Comparable Sales for 101 Brown Rd

Address	Distance	Property Type	Sold Price	Sold Date	Bed	Bath	Sqft
203 Barren Ridge Rd, Chester, MD	0.13	Single-Family Home	$475,000	09/29/25	3	1.5	2,072
2613 Cecil Dr, Chester, MD	0.39	Single-Family Home	$900,000	05/13/26	5	2.5	2,496
104 Woods Rd, Chester, MD	0.46	Single-Family Home	$795,000	12/10/25	5	3.5	3,065
1221 Cox Neck Rd, Chester, MD	0.40	Single-Family Home	$500,000	02/02/26	4	2.5	1,482
1803 Chester Dr, Chester, MD	0.57	Single-Family Home	$385,000	05/09/26	4	2	1,636
1771 Harbor Dr, Chester, MD	0.66	Single-Family Home	$735,000	09/05/25	5	2.5	2,564
123 Bentons Pleasure Rd, Chester, MD	0.48	Single-Family Home	$740,000	01/09/26	4	2.5	2,791
1809 Stevens Dr, Chester, MD	0.67	Single-Family Home	$445,000	08/14/25	4	2.5	1,896
1903 Churchhill Ln, Chester, MD	0.77	Single-Family Home	$405,000	11/14/25	4	3	1,682
1906 Stevens Dr, Chester, MD	0.66	Single-Family Home	$471,500	06/30/26	3	2	2,016

Nearby homes

Get a sense of prices in the area by checking nearby homes.

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OFF MARKET
Est. $529,700
3 bd
2.5 ba
2,250 sqft
300 Skyler Ave,
Chester, MD 21619
RE/MAX Realty Services
FOR SALE
$559,000
3 bd
3 ba
1,536 sqft
126 Watermans Cove Ln,
Chester, MD 21619
Coldwell Banker Realty
OFF MARKET
Est. $684,200
4 bd
4.5 ba
3,016 sqft
105 Barren Ridge Rd,
Chester, MD 21619
Coldwell Banker Waterman Realty
SOLD
SEP 29, 2025
$475,000
3 bd
1.5 ba
2,072 sqft
203 Barren Ridge Rd,
Chester, MD 21619
Keller Williams Gateway LLC
OFF MARKET
Est. $579,900
3 bd
3 ba
2,646 sqft
1106 Cox Neck Rd,
Chester, MD 21619
Rosendale Realty
OFF MARKET
Est. $465,900
4 bd
2 ba
2,055 sqft
104 Barren Ridge Rd,
Chester, MD 21619
Long & Foster Real Estate, Inc.
FOR SALE
0.43 ACRES
$724,500
5 bd
3.5 ba
3,250 sqft
1868 Roberta Dr,
Chester, MD 21619
Coldwell Banker Realty
OFF MARKET
Est. $798,200
4 bd
2.5 ba
2,600 sqft
110 Hopkins Rd,
Chester, MD 21619
Keller Williams Flagship
OFF MARKET
Est. $605,900
3 bd
2.5 ba
2,100 sqft
1905 Roberta Dr,
Chester, MD 21619
Clark & Co Realty, LLC
OFF MARKET
Est. $521,600
4 bd
3 ba
2,560 sqft
1903 Roberta Dr,
Chester, MD 21619
Long & Foster Real Estate, Inc.
FOR SALE
1.65 ACRES
$1,350,000
5 bd
2 ba
2,700 sqft
2513 Cecil Dr,
Chester, MD 21619
Real Broker, LLC
SOLD
DEC 26, 2025
$205,000
3 bd
1 ba
1,600 sqft
1905-1907 Keister Dr,
Chester, MD 21619
VYBE Realty

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Additional Cost

Assigned Schools

These are the assigned schools for 101 Brown Rd.

View nearby schools on GreatSchools

The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Chester

At least 36 Trulia users voted on each feature.

88 % Say parking is easy
88 % Say car is needed
86 % Say people would walk alone at night
83 % Say it's dog friendly
83 % Say it's quiet
80 % Say there's holiday spirit
65 % Say neighbors are friendly
64 % Say kids play outside
64 % Say there's wildlife
57 % Say yards are well-kept
53 % Say there are sidewalks
49 % Say they plan to stay for at least 5 years
48 % Say there are community events
44 % Say streets are well-lit
41 % Say it's walkable to restaurants
17 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.

Dlmaheux
Resident
2y ago
"I’ve been here 20 years and don’t even lock my doors the majority of the time. Super safe. Wonderful sense of community all around "
0
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Colinjgallagher525
Resident
2y ago
"Tucked away million dollar homes with great down-to-earth people living in them. It’s a warm community and bay living at its finest. "
0
Flag
Peggy Young
Resident
2y ago
"Board meetings, water aerobics, pickle ball, tennis, a gym, kayaking, paddle boarding. Mah jongg, bingo, games day, social committee,walking club "
0
Flag
Trulia User
Resident
2y ago
"Water aerobics, happy hours, cardboard boat races, kayaking, mah jongg, game day dog walking. Boating "
0
Flag
Peggy.young
Resident
6y ago
"Lots of spaces to walk dogs, lots of people who love dogs. Great way to meet neighbors. Just about everyone on the shore has a dog. Also a number of good kennels for when you travel. "
3
Flag
Taylor T.
Resident
6y ago
"Lots of dogs everyone walks them all hours of the night and their is little stops with bags to pick up Feeses "
0
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kara
Resident
7y ago
"I've lived here for three years and the neighbors are very friendly mostly. They look out for each other..."
0
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Robert M Heyn
Resident
7y ago
"Its always so pleasant here in Chester. Its like Everyone says HI and knows one another. The school systems are great and Chester is central located to all surrounding areas of shopping, dining, water, Annapolis and Easton. Some of tue most beautiful views in the MD pertaining to water and nature."
1
Flag
J0J0s4X4
Resident
7y ago
"They are required to clean up after them. The HOA used to pay a pooper scooper company which provided pooper containers, scoops, and bags after used to be deposited in the container. The Board decided that the dog owners should pick up the cost of picking up after their dogs and quit paying the $26,000 per year for the company."
0
Flag
Wilson
Resident
7y ago
"Not very many families, but within a great school district. Good community for people who don’t really have children. "
0
Flag
J0J0s4X4
Resident
7y ago
"it is a child friendly development and very safe. also, most homeowners have video security systems."
0
Flag
Peggy y.
Resident
8y ago
"Chester is a real community, where you know just about everyone. I live in a condo, so life is as easy as it gets. There are lots of walking trails, and you are always a stone’s throw from the Chesapeake Bay or the Chester River."
3
Flag
Eric D.
11y ago
"I live in this area. Great place to raise a family. Access to beaches, parks, cross island trail."
0
Flag

LGBTQ Local Legal Protections

Apartments for Rent

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PET FRIENDLY
$1,850 - $2,995/mo
Total price
Studio-2 bd
1-2 ba
Bay Manor Shops and Apartments | Pier 1 Rd,
Stevensville, MD 21666
PET FRIENDLY
INCOME RESTRICTED
$1,158/mo
1 bd
1 ba
101 Ellicott Dr #1B-1Ba-552Sqft,
Chester, MD 21619
PET FRIENDLY
INCOME RESTRICTED
$1,091/mo
2 bd
1 ba
39 Sherman Way #a656b564b,
Chester, MD 21619
Contact for price
1-2 bd
1-2 ba
800 Abruzzi Dr #f320a52c6,
Chester, MD 21619
APPLY INSTANTLY
FURNISHED
$3,800/mo
4 bd
3.5 ba
103 Swan Cove Ln #103,
Chester, MD 21619
APPLY INSTANTLY
$1,700/mo
1 bd
1 ba
1810 Main St #202,
Chester, MD 21619
APPLY INSTANTLY
PET FRIENDLY
$2,200/mo
2 bd
1 ba
460 Main St #1000-B,
Stevensville, MD 21666
APPLY INSTANTLY
PET FRIENDLY
$2,600/mo
3 bd
1 ba
440 Main St #1000-C,
Stevensville, MD 21666
APPLY INSTANTLY
PET FRIENDLY
$2,200/mo
2 bd
1 ba
480 Main St #1000-B,
Stevensville, MD 21666
NEW - 2 DAYS AGO
PET FRIENDLY
$4,000/mo
3 bd
2.5 ba
190 Harrier Way #24,
Chester, MD 21619
$2,300/mo
2 bd
2.5 ba
45 Queen Neva Ct #B,
Chester, MD 21619
See more homes for rent in
Chester
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Explore by feature - Air Conditioning

PET FRIENDLY
INCOME RESTRICTED
$1,158/mo
1 bd
1 ba
101 Ellicott Dr #1B-1Ba-552Sqft,
Chester, MD 21619
PET FRIENDLY
INCOME RESTRICTED
$1,091/mo
2 bd
1 ba
39 Sherman Way #a656b564b,
Chester, MD 21619
APPLY INSTANTLY
FURNISHED
$3,800/mo
4 bd
3.5 ba
3,000 sqft
103 Swan Cove Ln #103,
Chester, MD 21619
APPLY INSTANTLY
$1,700/mo
1 bd
1 ba
800 sqft
1810 Main St #202,
Chester, MD 21619
NEW - 2 DAYS AGO
PET FRIENDLY
$4,000/mo
3 bd
2.5 ba
2,602 sqft
190 Harrier Way #24,
Chester, MD 21619

Homes for sale near 101 Brown Rd

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0.43 ACRES
$724,500
5 bd
3.5 ba
3,250 sqft
1868 Roberta Dr,
Chester, MD 21619
Coldwell Banker Realty
$559,000
3 bd
3 ba
1,536 sqft
126 Watermans Cove Ln,
Chester, MD 21619
Coldwell Banker Realty
1.65 ACRES
$1,350,000
5 bd
2 ba
2,700 sqft
2513 Cecil Dr,
Chester, MD 21619
Real Broker, LLC
$535,000
4 bd
2.5 ba
1,979 sqft
124 Riverside Dr,
Chester, MD 21619
Douglas Realty LLC
0.41 ACRES
$749,000
3 bd
2 ba
1,524 sqft
205 Riverside Dr,
Chester, MD 21619
Engel & Volkers Annapolis
0.35 ACRES
$470,000
3 bd
2.5 ba
1,728 sqft
1916 Stevens Dr,
Chester, MD 21619
Coldwell Banker Realty
NEW
COMING SOON 7/31
0.55 ACRES
$989,000
5 bd
3 ba
2,752 sqft
2702 Sherman Dr,
Chester, MD 21619
Samson Properties
OPEN SUN, 11-1PM
0.34 ACRES
$399,500
3 bd
1.5 ba
1,192 sqft
2645 Cox Neck Rd,
Chester, MD 21619
Compass
0.28 ACRES
$429,900
4 bd
2 ba
1,750 sqft
1906 Harbor Dr,
Chester, MD 21619
Five Star Real Estate
$669,900
4 bd
2.5 ba
2,840 sqft
220 Creeks End Ln,
Stevensville, MD 21666
Real Estate Depot
See more homes for sale in
Chester
Take a look

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Off Market Homes Near 101 Brown Rd

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SOLD
JUL 17, 2026
$625,000
2 bd
2 ba
2,025 sqft
249 Warbler Way,
Chester, MD 21619
RE/MAX Executive
SOLD
JUL 14, 2026
$685,000
5 bd
3.5 ba
3,582 sqft
335 Anna Carol Dr,
Stevensville, MD 21666
Keller Williams Flagship
SOLD
JUL 14, 2026
$937,990
5 bd
4.5 ba
3,225 sqft
121 Kinglet Ct,
Chester, MD 21619
KOVO Realty
SOLD
JUL 13, 2026
$450,000
2 bd
3 ba
2,304 sqft
131 John Patrick Dr,
Stevensville, MD 21666
Coldwell Banker Waterman Realty
SOLD
JUL 10, 2026
$551,000
4 bd
3 ba
2,216 sqft
412 Bay City Rd,
Stevensville, MD 21666
Samson Properties
SOLD
JUL 7, 2026
$450,000
4 bd
3 ba
1,800 sqft
708 Dixon Dr,
Stevensville, MD 21666
Long & Foster Real Estate, Inc.
SOLD
JUL 1, 2026
$665,000
4 bd
3.5 ba
2,437 sqft
1033 Avalon Ct,
Stevensville, MD 21666
Chesapeake Real Estate Associates, LLC
SOLD
JUL 1, 2026
$489,000
4 bd
2 ba
1,596 sqft
756 Kimberly Way,
Stevensville, MD 21666
Samson Properties
SOLD
JUL 1, 2026
$699,990
2 bd
2.5 ba
2,602 sqft
630 Warbler Way #2224,
Chester, MD 21619
KOVO Realty
SOLD
JUN 30, 2026
$471,500
3 bd
2 ba
2,016 sqft
1906 Stevens Dr,
Chester, MD 21619
RE/MAX Executive
See more homes for sale in
Chester
Take a look

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101 Brown Rd
Chester, MD 21619

$691,500

$691,500

Local Information